Yellow to brown wool-dyestuffs and process of making same.



" and X for a sulfo group, and. of great UNITED STATES PATENTHQFEICE,

ROBERT scninmm, or HoCHST-QN-THE-MAIN, GERMANY, Assmnonfro iii? WERKE VORM. MEISTER LUCIUS & BBUNING, 0F HocHsT-on 'rHE-Mam, enn- MANY, A CORPORATION OF GERMANY.

YELLow T0 nnownwoon-mrnswurrs AND PROCESS DIE-MAKING sail/tn.-

No Drawing.

' Specification of Letters Patent.

Application filed July 23, 1912. Serial No. 711,104;

atent-ed Apr. 22,1913. I

wherein R stands for any aryl residue value for dyeing wool,'are obtained-by condensing p-aminodiphenylaminesulfonic acid or a substitution derivative thereof with 1.2.4-chlorodinitrobenzene. It could not be foreseen that it would be possible to produce in this manner valuable; and particularly, sufficiently soluble dyestuffs; for it was rather to be expected thatby the intro; duction of a d'initrohydrocarbon there would be obtained bodies even less soluble than the parent-product. The dyeings obtained 7 by the dyestuffs of the said type are remarkable for their excellent fastness to' light and their great resistance to alkal1s.

The following example illustrates my invention,the parts being by weight: V

For manufacturing. the dyestutf of the formula.

some

. I N oz the procedure may, for instance, be as follows: 30 parts of sodium aminodiphenylaminesulfonate are dissolved in about 150 parts .of water and the solution is mixed at the temperature of the water-bath, while stirring, with 20 parts of l.2.4-chlorodinitrobenzene and 10 parts of powdered chalk. The condensation product quickly separates in the form of a brown mass. After filtering and washing the sodium salt of theidyestaff is obtained by heating the mass within solution of sodium carbonate an'd preci ia tating the filtrate with common salt-i In an analogous manner niay-beobtain a similardyestufi by using as parent-profit ucts the sodium aminotolylphenylaminestil? fonatev The new dyestuffs aredark-colored crys.

talline powders .jreadily soluble in hot water,

diflicultly soluble in cold'water and dyeing wool yellow to browntints fast to light? and alkalis. V 5 Having now described my invention W I claim is: l

1, The process of manufacturing yellow 0 7n brown wool-dyestuffs, which consists inco d'ensing para-aminophenylarylaminesulfo c acids with chlorodinitrobenzene. 2. The process of manufacturing yellowto brown wool-dyestuffs, which consists in condensing araaminodiphenylaminesultonic acids with chlorod-initrobenzene;

3. Asnew products the dyestuffs of the constitution:

. If I R-NH\ /NO= wherein R stands for any aryl residue,

and X? for a 'sulfo group, said dyestuffs being dark-colored crystalline powders,

readily soluble in. hot water, diiiicultl'y sol-' I able in cold Water and dyeing Wool yellow to brown tints fast'to light and alkalis.

4; As a IJKW product, the dyestufi of F readily soluble in' hot "Water, diflicult ly soluconstitution 1'0 bemg a dark-colored crystaiime' powder,

hie in 003d Water and dyeing wool yellowuEAN Gmmo,

AUGUST iTB'EORFL 13 V lslrhrown iinis fast to light and alkalie. 1\\/N H, g I In testnnony whereof, I afiix my slgnature 2 '6 6 2 1n oresenee of two VJKtIlBSSES. 5 y 4 3/\N H 4 i ROBERT SCHMIDLIN V J W itmesses r It is hereby certified that in Letters Patent No, 1,059,571, granted April 22, 1913,

upon the application of Robert Schmitilin, of Hiichst-on-the-Main, Germany, for an improvement in' Yellowvto Brown 'VVool-Dyestufi's and Processes of Making v v I I I I g Same, an error appears 1n the prmted speclficatlon requn'lng correctlon as follows:

Page l, line 47, before ehlinodiphenyL insert para; and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent Office.

Sighed and sealed this 4th day of August, A. D., 1914. V

[SEAL] J. T. NEWTON,

Acting Gammissz'oner of Patenis,

4; As a IJKW product, the dyestufi of F readily soluble in' hot "Water, diflicult ly soluconstitution 1'0 bemg a dark-colored crystaiime' powder,

hie in 003d Water and dyeing wool yellowuEAN Gmmo,

AUGUST iTB'EORFL 13 V lslrhrown iinis fast to light and alkalie. 1\\/N H, g I In testnnony whereof, I afiix my slgnature 2 '6 6 2 1n oresenee of two VJKtIlBSSES. 5 y 4 3/\N H 4 i ROBERT SCHMIDLIN V J W itmesses r It is hereby certified that in Letters Patent No, 1,059,571, granted April 22, 1913,

upon the application of Robert Schmitilin, of Hiichst-on-the-Main, Germany, for an improvement in' Yellowvto Brown 'VVool-Dyestufi's and Processes of Making v v I I I I g Same, an error appears 1n the prmted speclficatlon requn'lng correctlon as follows:

Page l, line 47, before ehlinodiphenyL insert para; and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent Office.

Sighed and sealed this 4th day of August, A. D., 1914. V

[SEAL] J. T. NEWTON,

Acting Gammissz'oner of Patenis, 

